Authorea (Authorea), Год журнала: 2024, Номер unknown
Опубликована: Июнь 8, 2024
An efficient copper-catalyzed annulation of enaminones with maleimides has been developed. This reaction provides a practical approach towards the synthesis various pyrrolo[3,4-e]isoindoles in moderate to good yields. Notable features method include use 2-aminopyridine group as traceless directing group, wide scope substrates functional compatibility and applicability gram scale.
Язык: Английский
Chemical Reviews, Год журнала: 2024, Номер unknown
Опубликована: Сен. 13, 2024
Hypervalent iodine(III) compounds have found wide application in modern organic chemistry as environmentally friendly reagents and catalysts. iodine are commonly used synthetically important halogenations, oxidations, aminations, heterocyclizations, various oxidative functionalizations of substrates. Iodonium salts arylating reagents, while iodonium ylides imides excellent carbene nitrene precursors. Various derivatives benziodoxoles, such azidobenziodoxoles, trifluoromethylbenziodoxoles, alkynylbenziodoxoles, alkenylbenziodoxoles group transfer the presence transition metal catalysts, under metal-free conditions, or using photocatalysts photoirradiation conditions. Development hypervalent catalytic systems discovery highly enantioselective reactions chiral represent a particularly recent achievement field chemistry. Chemical transformations promoted by many cases unique cannot be performed any other common, non-iodine-based reagent. This review covers literature published mainly last 7-8 years, between 2016 2024.
Язык: Английский
Процитировано
27
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2363 - 2369
Опубликована: Март 16, 2024
Abstract A synthetic protocol was developed to synthesize highly functionalized 3‐furylmethyl chromones from enynones and o ‐hydroxyphenyl enaminones via silver‐catalyzed cascade bis‐heteroannulation reaction. This strategy features broad substrate scope good functional group tolerance. Furthermore, the chromone skeleton shows potential application value through further gram‐scale synthesis derivatization.
Язык: Английский
Процитировано
13
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(14), С. 3906 - 3912
Опубликована: Янв. 1, 2024
A chemodivergent and skeleton-controllable annulation reactions of readily available o -HPEs aryldiazonium salts was described for the synthesis highly functionalized pyridazine-fused chromones with high antiviral activity higher safety.
Язык: Английский
Процитировано
11
Organic Letters, Год журнала: 2024, Номер 26(23), С. 4980 - 4985
Опубликована: Июнь 4, 2024
An unprecedented selective chromone annulation reaction controlled by solvent for the divergent synthesis of two types 2,3-disubstituted skeletons has been developed. A variety 2-chromonyl-3-hydrazono-chromones and 2-alkoxy-3-hydrazono-chromones were constructed efficiently from readily available
Язык: Английский
Процитировано
9
Organic Letters, Год журнала: 2024, Номер 26(24), С. 5136 - 5140
Опубликована: Июнь 7, 2024
Herein, we report a rhodium-catalyzed C–H activation/[4+2] cyclization reaction between α,β-unsaturated amides and iodonium ylides for the synthesis of novel 7,8-dihydroquinoline-2,5-diones analogues. This protocol provides series pyridones fused with saturated cycles good functional group compatibility, water air tolerance, to excellent yields under mild green conditions. Additionally, scale-up can be smoothly performed as low 0.25 mol % catalyst loading. Recycling experiments different transformation were also carried out demonstrate potential synthetic utility this protocol.
Язык: Английский
Процитировано
8
Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(15), С. 1727 - 1733
Опубликована: Март 26, 2024
Comprehensive Summary Chemodivergent synthesis of benzofurans and 2,3‐dihydrobenzofurans has been realized. Under a reaction system consisting DBDMH K 2 CO 3 as promotors, controlled conditions enabled the formation two sets valuable heterocycles from tandem transformation enaminones salicylaldehydes. The key to success was identification parameters, in which imine intermediate formed by transient halogenation coupling substitution processes underwent either aldol condensation/annulation or hydrolysis/aldol condensation. additives NH 4 Cl Fe (SO ) unique selectivity this reaction. A broad substrate scope salicylaldehydes employed reaction, demonstrating excellent functional group tolerance versatility.
Язык: Английский
Процитировано
7
Organic Letters, Год журнала: 2024, Номер 26(35), С. 7425 - 7430
Опубликована: Авг. 22, 2024
Presented herein is an atom- and step-economical method enabling the precise assembly of a heptacyclic scaffold containing both azocine indoline units through cascade reactions indolin-1-yl(aryl)methanimines with diazo indanediones. The formation products involves C–H bond activation double carbene insertion followed by intramolecular condensation, retro-[2 + 2] cycloaddition, recyclization. This reaction not only provided concise straightforward strategy for synthesis otherwise difficult to obtain compounds from readily available substrates but also disclosed unprecedented mode derivatives compounds. In general, this novel synthetic protocol has advantages, such as easily obtainable substrates, structurally sophisticated products, procedure, good compatibility diverse functional groups, ready scalability. Moreover, thus obtained showed decent antiproliferative activity against three human cancer cell lines.
Язык: Английский
Процитировано
7
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 8521 - 8530
Опубликована: Июнь 3, 2024
An oxidative free-radical C(sp2)–H bond chlorination strategy of enaminones has been developed by using LiCl as a chlorinating reagent and K2S2O8 an oxidant. This transformation provides new straightforward synthetic methodology to afford highly functionalized α-chlorinated with Z-configuration in good excellent yields.
Язык: Английский
Процитировано
6
Chemical Communications, Год журнала: 2023, Номер 60(4), С. 432 - 435
Опубликована: Дек. 5, 2023
Highly functionalized benzodiazepine skeletons were efficiently synthesized via a Rh( iii )-catalyzed selective mono- and dual-C–H bond functionalization/cyclization reaction between readily available 1-aryl-5-aminopyrazoles iodonium ylides under.
Язык: Английский
Процитировано
13
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Авг. 30, 2024
Appendage speciation-oriented synthesis, as opposed to the conventional wisdom of skeleton is reported herein, emphasizing maximization type-, position-, and configuration-variance appendages. A Co(III) catalytic protocol in accordance with this synthetic modality has been established for coupling enaminones oxadiazolones imidazoles, allowing achievement full position-variance This translates an expanded reaction structural development scope can provide fertile ground productive organic synthesis.
Язык: Английский
Процитировано
5